Mark Your Calendar: 21 Amazing Leap Year Travel Deals

by  Lauren Dana Ellman | Feb 19, 2020
Gurney's Montauk Resort & Seawater Spa
Gurney's Montauk Resort & Seawater Spa / Courtesy of the property

This year, take advantage of Leap Day and book a three-day getaway (February 29 falls on a Saturday this year). As a refresher, Leap Year happens once every four years, and we gain an extra day in the month of February. To inspire your travels, we’re rounding up some of the best, value-packed hotel promotions in honor of the holiday: and some are just $29 per night! 

1. Kimpton Rowan Palm Springs Hotel: Palm Springs, California

On Saturday, February 29 at 2:29 p.m. Pacific time (11:29 a.m. EST), Kimpton Rowan Palm Springs Hotel is launching a 29-minute flash sale featuring midweek rates from $129 per night and weekend rates from $229 per night. The promotion is valid for stays between June 1 and August 31, 2020. The property is located in the heart of Palm Springs and features design-forward decor, a rooftop pool, and sleek interiors. Look out for the promotion on the hotel's website on February 29, and act fast to score.

2. Vista Collina Resort: Napa, California

Vista Collina Resort, which is part of The Meritage Collection, features brand-new guest rooms, a beautiful swimming pool, Tuscan-inspired architecture, and a 16,000-square-foot gathering space to sip local wines. In honor of Leap Day, the property is offering a free third night along with a $29 daily resort credit. Must be redeemed by December 31, 2020; blackout dates apply. Click here to book. 

3. Ko’a Kea Hotel & Resort: Kauai, Hawaii

This secluded beachfront resort is best known for its locally-inspired spa treatments (which use ingredients like red clay and coconut), incredible beachfront location, and luxurious accommodations. In honor of Leap Year, the property — which is also part of The Meritage Collection —is offering a fifth night free for guests who stay four nights or longer. You'll also receive a $29 daily resort credit. This offer is valid on travel through December 20, 2020, and blackout dates may apply. Book here.

4. Gurney’s Resorts: New York and Rhode Island
In honor of Leap Year, all three Gurney’s properties (Gurney’s Montauk Resort, Gurney’s Star Island Resort, and Gurney’s Newport Resort), will slash room rates by 29%. The promotion goes live on February 27 and ends March 1, and the package is valid for all 2020 stays, but some blackout dates — including weekends and holidays — may apply. The deal will go live on Gurney’s website on February 27 (no promo code necessary to book). 

5. Sunset at the Palms: Negril, Jamaica
Calling all lovebirds: Sunset at the Palms, an adults-only, all-inclusive Jamaica resort with treehouse-style accommodations is offering a special "Take The Leap” promotion ($1,059) to celebrate Leap Year. The package is perfect for couples who want to tie the knot, and includes a signature sunset wedding, ziplining, and a cliff jumping excursion at the world-famous Rick’s Cafe. Rates start at $330 U.S. per room, per night. To learn more, click here.

6. The James New York, NoMad: New York, New York
The 337-room luxury property is offering guests the opportunity to stay a third night free through February 28, 2021. Amenities include free wifi, complimentary coffee and snacks, 2 p.m. check-out, in-room wellness offerings from InScape, and a nightly wine hour. You'll want to book a table at the on-site restaurant, Scarpetta, which is famous for their handmade spaghetti, tomato, and basil dish. Book here (no promo code is needed); offer ends February 29, 2020.

7. Halcyon Hotel: Denver, Colorado

This centrally located, 154-room hotel is home to a rooftop bar and two on-site eateries — plus super-stylish accommodations and public spaces. The hotel’s “Forever Young” Leap Year package includes discounted room rates (29% off, to be exact), a bottle of champagne, late check-out, and complimentary access to some of the city’s best fitness studios (including SoulCycle, Corepower Yoga, and barre3). The promotion is valid through March 1, 2020. Book here.

8. Viceroy Hotels and Resorts: North America and the Caribbean 
Several Viceroy properties — including the new Mason and Rook Hotel (Washington, D.C), Viceroy Los Cabos, Viceroy Chicago, and Hotel Zetta (San Francisco) — are currently running Leap Year specials. Perhaps our favorite property participating in the Leap Year promotion is Sugar Beach, A Viceroy Resort, in St. Lucia. The luxe beachfront hotel is offering up to 29% off room rates (plus a $129 resort credit) for stays from February 29, 2020 through December 25, 2020. Book here

9. Salt Hotels: New Jersey, Massachusetts, and New York

Salt Hotels is comprised of five boutique properties, including the new Asbury Ocean Club, the area’s first five-star hotel. On February 29, the hotel group is offering 29% off room rates across all five properties. The offer is valid for stays through May 21, 2020; blackout dates and minimum lengths of stay may apply. Book here and use promo code LEAP. 

10. CheapCaribbean, Dominican Republic
Up for an adventure? CheapCaribbean, an online travel agency specializing in Mexico and the Caribbean, is offering a five-night stay at a mystery all-inclusive resort in Puerto Plata, Dominican Republic for just $29 per person, per night. The offer is valid for travel from March 1 through August 31, 2020, and a five-night minimum stay is required. Book here (and note that airfare is not included in this promotion).

11. Red Mountain Resort, Utah

Indulge in a wellness vacation with Red Mountain Resort’s Leap Year promotion. The property is currently offering 29% discounts for guests who book the Red Mountain Essential Retreat on February 29 for travel between June 1 and August 31, 2020. The retreat includes accommodations, daily guided hikes, yoga classes, three meals per day, free wifi, complimentary cooking demonstrations and activities, a welcome gift, and use of fitness center, bikes, and more. Rates from $365 per person, per night. Book here using promo code LEAPYEAR.

12. Marriott International: The Americas
On February 26, Marriott International will launch a five-day flash sale that falls over Leap Year — called Marriott Bonvoy Escapes — at participating properties in the US, Canada, Caribbean, and Latin America.  Marriott Bonvoy members can score up to 25% off of room rates, while non-members can enjoy up to 20% off accommodations. Book here (note that the offer will not be live before February 26, so plan accordingly). 

13. Cape Resorts: New York and New Jersey
On February 29, Cape Resorts (which is comprised of several boutique properties in Cape May and one property in the Hamptons) is offering 29 lucky guests a special two-night stay in March that will feature the regular rate for the first night, and a fixed rate of $29 per night for the second. The package also includes a $50 dining credit. To learn more and to book, visit their website

14. B on Canal: New Orleans, Louisiana

On February 29 at midnight, B on Canal is offering 29% discounts on all accommodations. The property is just steps away from some of the city’s best sites, including the French Quarter and the Central Business District. The promotion will last just 24 hours and is available for travel between March 1 and December 15, 2020. Book here and use promo code LEAP29. 

15. Margaritaville Hotel: Nashville, Tennessee

This Leap Year, escape to the Margaritaville Hotel in Nashville. Guests who book a three-night stay over the weekend of February 29 will score a reduced room rate of $229 per night, plus $100 food credit. The tropical-themed property (which opened in fall 2019) features a rooftop pool, sundeck, live entertainment, a 24-hour fitness center, and two on-site restaurants. Book here.

16. Sanderling Resort: North Carolina
Sanderling Resort in the Outer Banks is offering a special “Leap to the Beach” package in honor of the holiday. Guests who purchase a stay of one night or longer will have the opportunity to stay a second night for just $29. The offer is valid for stays booked between February 16 and March 1, 2020 — so you'll have to act quickly to score. To book, mention or text LEAP to 866-281-1053. 

17. Yotel: Boston, Massachusetts
In an effort to encourage travelers to “take YO leap” on travel plans, Yotel Boston is offering a 29% discount on the lowest available room rates through March 1, 2020. The property is located in Boston’s Seaport neighborhood, which is home to several galleries, museums, shops, restaurants, rooftops, and, of course, scenic views all-around. Book here.

18. Casa Chameleon Hotels: Costa Rica

Casa Chameleon Hotels, a collection of three luxury resorts throughout Costa Rica, is offering 35% off stays of three nights or longer in honor of Leap Year. Each property offers unique accommodations (think serene jungle villas, stylish ocean-view suites, and private estates). This deal is valid on all travel through October 31, 2020 (no blackout dates). Book here by February 29. 

19. Main Street Hospitality Group: Massachusetts and Rhode Island 
Main Street Hospitality Group, a collection of four charming boutique hotels in the Berkshires (plus Hammetts Hotel in Newport, which is set to open this May), is offering 29% off room rates along with a $29 bonus credit. Rates start at $129 per night. To learn more, book here; note that travel must be booked by February 29. 

20. Kimpton Carlyle Hotel: Washington, DC
On February 29, Kimpton Carlyle Hotel, located in DC’s Dupont Circle neighborhood, is offering 29 rooms at $29 per night (Sunday nights only) plus a 29% discount on any future reservations from April 1 to December 31, 2020. The art-focused boutique, pet-friendly property features rotating exhibits, an onsite restaurant, free nightly wine hour, and complimentary morning car service. Book here.

21. Kimpton Taconic: Vermont

This Manchester, Vermont property offers incredible mountain views and cozy accommodations (like in-room fireplaces, plaid accents, and pretty patterned wallpaper), making it the perfect home base for a countryside weekend escape. Beginning February 28 at 8 p.m. (and ending February 29 at midnight — yes, it’s a 29-hour flash sale), guests who book a stay between March 1 and June 30, 2020 will receive a 20% discount on room rates, plus a food and beverage credit of $29 per night. As an added bonus, guests will also be entered into a drawing to win 29,000 IHG bonus points. Book here.

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